A Day at Shelter Island

Located between the North and South Forks of Long Island, Shelter Island offers an incredible escape with its stunning natural beauty, rich history, and serene beaches. This picturesque island is a perfect blend of tranquil retreat and adventure, making it an ideal destination for travelers looking to explore the quieter side of New York. Here's your ultimate guide to making the most out of your visit to Shelter Island.


Unwind on Pristine Beaches

One of the island's top attractions is its beautiful beaches. Crescent Beach, also known as Louis' Beach, is a favorite among visitors for its shimmering waters and soft sands. Nearby, Wades Beach and Shell Beach offer additional havens for swimming, sunbathing, and enjoying a picnic while watching a spectacular sunset. Each beach has its own unique charm and is well-equipped with amenities to ensure a comfortable day out in the sun.


Explore the Great Outdoors at Mashomack Preserve

Covering over 2,000 acres, nearly a third of the island, Mashomack Preserve is a conservation area known for its diverse wildlife and stunning landscapes. The preserve features salt marshes, tidal creeks, and oak woodlands, creating a thriving habitat for wildlife. Visitors can explore the preserve through its extensive network of hiking trails, or join one of the guided nature tours to learn more about the local ecosystem and conservation efforts.


Enjoy Water Sports

The calm waters surrounding Shelter Island make it an excellent spot for kayaking and stand-up paddleboarding. Rentals are available for those who wish to paddle at their own pace, while guided tours can offer insightful trips through the island’s scenic waterways. These activities provide a great workout but also offer a unique vantage point to appreciate the island's natural beauty.


Delve into History

Shelter Island is steeped in history, with several landmarks that invite visitors to step back in time. The Shelter Island Historical Society showcases artifacts and exhibits that tell the story of the island's past. The nearby Havens House Museum and the historic Shelter Island Windmill offer a deeper look into the life and times of the island's early settlers. 


Visit Sylvester Manor Educational Farm

A visit to Sylvester Manor Educational Farm is a must for history buffs and nature lovers alike. This former plantation has been transformed into a nonprofit working farm that focuses on sustainable farming practices and preserving the island’s cultural heritage. The farm hosts a variety of events, workshops, and educational programs that are engaging for all ages.


Dine and Shop

Shelter Island also boasts a vibrant culinary scene, with a variety of dining options that cater to all tastes. The island’s eateries range from casual spots to upscale restaurants, many of which offer fresh seafood from the surrounding waters. After a meal, visitors can browse local boutique shops that sell everything from handmade crafts to high-end fashion.


Set Sail or Cast a Line

For those interested in maritime activities, Shelter Island is an ideal location for sailing and fishing. Several marinas offer boat rentals and fishing charters, providing all the equipment and expertise needed for a day on the water. Whether you're an experienced sailor or a first-time fisher, the island’s surrounding waters provide a perfect setting for an aquatic adventure.


Cycle Around the Island

Cycling is a fantastic way to explore Shelter Island. The island’s flat terrain and scenic roads make for easy and enjoyable biking. Rental shops offer bicycles for visitors, allowing you to traverse the island at your leisure, stopping wherever and whenever you like to soak in the views or visit a local attraction.



Stay at Harbor Knoll

Shelter Island is a gem that offers a peaceful getaway with plenty to see and do. From its beautiful beaches and natural preserves to its historical sites and vibrant dining scene, the island promises a rewarding experience for every traveler. 


As you plan your trip to Shelter Island, we invite you to stay at Harbor Knoll Bed & Breakfast for a luxurious seaside escape. Each of our meticulously furnished rooms is unique and offers beautiful views of the surrounding harbor. Whether you’re seeking adventure, relaxation, or a bit of both, let Harbor Knoll be your getaway.


BOOK YOUR GREENPORT GETAWAY TODAY!


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